What is the most interesting question you can ask to get to know someone?
12.06.2025 00:10
1~ How old were you when you had your first kiss? Who? Care to Share?
15- What bad habit do you wish you could quit? Do you have any addictions?
15~ Have you ever been “in love”? Who? Care to Share?
Is the Donald Trump Bible any different from a regular Bible? Has Trump altered its contents?
How well do you know me? And some of your thoughts about me
92~ Everyone needs a “safe” word. What is yours?
*** Deal Breaker Questions ***
Why do so many 18 to 29-year-old men struggle in dating?
Do you think this brought you closer together?
43~ If you could write up to a one-page letter to yourself, what would you say and what age would you send it?
10- What is your favorite family tradition? What’s your least favorite?
47~ What would be your dream job and why?
64~ When was your very first orgasm? When was your first from having sex? Care to share?
1- Down the back or over the top? (The toilet paper roll) 2- Up or down? (The toilet seat)
First American Spacewalk 60 Years Ago Today - The Weather Channel
Would you mind if your partner watched it? How about together vs alone?
21- What's your favorite way to spend a weekend or time off?
88~ Do you prefer me to be naked or in lingerie, PJ’s when you are sleeping?
Scientists learn how mosquitoes outsmart and evade human defenses - Earth.com
22- Do you have any birth marks? How about scars? Care to share how you got them?
53~ How much can you tell me about the one thing you are most passionate about?
Are you willing to help and encourage your partner to fulfill their fantasies and desires?
What is the best way to get over your ex?
4- For a pet, Cat, dog or other?
13- What is the craziest/scariest thing you've ever done?
57~ Describe the perfect penis/vagina. Does size really matter? What is too big/small?
Common blood pressure drug slows aging and boosts lifespan, even in older animals - Earth.com
33- If you could visit any time period, when would you pick? Please explain why?
Have you ever? Care to Share?
Any that are a turn off?
70~ Would/do you have/like anal sex?
*** Random Questions ***
8~ How many times a week would you like to engage in sexual activities? What is the average for you now?
What was your first experience like with a black man?
33- Beach or Mountains? Or is there another place to like better?
72~ Is it ok to ejaculate on your body, face, ass, breast? How about in your mouth? Is there any place not allowed?
1- What’s your favorite animal? Do you a least favorite?
Kuorans, what are some things unique to your country?
8- What's something unexpected that turns you on that I do to you? Don’t be shy now, I really want to know.
*** What’s Your Favorite…? ***
39~ What are your love languages?
Risk Of Dengue Fever Is Just Another Reason Cruises Suck - Jalopnik
If yes, what kind? (Clitoral, Vaginal, G-Spot. Anal, Squirting, A-Spot, Cervix, Breast/Nipple, Touching, non- Touching/Mental)
22- What is your favorite childhood memory? What is your least favorite?
91~ Would you ever go into an adult book/toys store with me? Would you buy something?
Michaels completes acquisition of Joann’s intellectual property and fan-favorite labels - Boston.com
2- What’s your favorite color? Do you a least favorite?
The Ice Breaker Questions
9~ How many times over your lifetime do you think you have had sex so far?
Lies of P DLC expansion ‘Overture’ now available - Gematsu
85~ If I gave you a “Free Pass” for you to do anything to me for one hour, knowing that no matter what you did,
26~ What side of the bed do you sleep on?
32- What's your greatest talent? Can I see it right now?
A reservoir of gold lies hidden in Earth’s core. Scientists say it’s leaking - CNN
85~ If you gave me a “free Pass” to have me do anything for one hour, what would you want me to do to you?
17- What’s your favorite holiday? What’s your least favorite?
73~ Have you ever had public sex? Care to share? Have you ever had an orgasm in a public place?
18~ Who/when was your first “crush”?
4- What’s your favorite genre of music? What’s your least favorite? Is there a song that triggers a memory?
7-What do I do in bed that drives you wild? How about, what turns you off?
What have you learned about me that was new and/or surprising?
What was the longest? What was the shortest?
83~ How do you feel about Porn?
1- What’s your (zodiac, astrological) sign? Do you believe this has any meaning in your life?
81~ Do you have any kinks and/or fetishes?
36~ What is your favorite time of day to have sex/make love?
Escort/Client Job Applicant/Hiring Manager
5- Do you fold or scrunch? (toilet paper while you wipe) 6- How about bad hygiene?
3- What’s your favorite smell? Do you a least favorite?
89~ Do you like taking showers together?
4- What do you like about me? Rate me 1-10. (Looks, personality, overall, etc....)
If yes, what?
Teacher/Student Stranger/One Night Stand
26- Do you cry while watching a movie or TV show? Which one did you cry the hardest?
18- What’s your favorite way to relax after a long day? What’s your least favorite?
68~ Would you ever get your partner up from bed by using oral sex and/or intercourse?
3- What Superhero or Superpower would you want to be/have?
48~ Have you ever paid or been paid for sex?
47~ Have you ever thought about trying tantric sex? (Not sure? Look it up)
Family Relation Age Play
9- Is there something you’ve always wanted to ask me but you’re afraid?
If you lose, are you willing to be their sex slave for a day, (anything goes)?
53~ How about wearing no panties or bra at all, while wearing a dress or skirt? How about stockings and Garter Belts?
Would/have you gotten a lap dance? Would/have you watched your partner get a lap dance?
Please share Did you stop?
28- What are some things that people do that irritate you?
44~ Have you ever been tied up during sex? What are your thoughts on bondage?
19- What’s your favorite fairytale? What’s your least favorite?
52~ Are you willing to make “those types” of bets with your partner?
If you win, what will you make them do?
What is your favorite position? Why?
84~ How do you feel about reading/listening to adult stories?
19~ Who/when was your first “heartbreak”?
How long for foreplay? Do you need to have an orgasm? Is afterplay important?
45~ What do you like about yourself? Rate yourself 1-10. (Looks, personality, etc....)
60~ How important is oral sex? Do you like receiving? Do you like giving?
Do you like it when they show and tell you what they want?
What’s the longest time you gone without having sex, after, having it? How much time between the others?
30~ What's something unexpected that turns you on?
How old are you? Male or Female?
21- Do you have any piercings? Are there any you want? Are there any you find sexy/attractive?
34- Ever been to a concert? What was your favorite? Who would you like to see?
41~ What are you best at in bed? What do you think you are not so good at? Anything you want to get good at?
37- Do you like your name? If you could change it, what would you change it too?
12- What is the weirdest thing you've ever eaten?
Foot fetishes, Role-playing, Sadism, Masochism, Bondage, Discipline, Dominance and submission, Voyeurism, Exhibitionism, Furries, Humiliation, Gender/Age play, Cuckolding, Gagging, etc.?
Will you cheat again? How can, you be sure? Define what cheating is to you.
90~ Have you ever had sex in a Pool or Hot Tub? Would you?
Will you kiss after your partner has gone down on you? Swallow or spit semen?
7- What are your thoughts on religion? Is there an afterlife?
45~ How do you feel about me blindfolding you? How about blindfolding me?
14- What is an embarrassing moment in your life? How about your most embarrassing?
Model/Photographer Police/Criminal
Is there a smell that most people do not like that you do? Is there a smell that triggers a memory?
19- Do/have you smoked? What do you prefer? How often?
13~ Is there a difference between, making love, having sex, and fucking?
20- What’s your favorite candy? What’s your least favorite?
What do you dislike about me? I asked you to be 100% honest.
Do you like the “69” position? Do you prefer to be on top or bottom?
Can you Deep Throat? Do you like the taste of yourself?
5- What’s your favorite movie genre? What’s your favorite movie of all time? How many times have you watched it?
Would you allow me to shave your legs? How about your pubic hair? How about shower sex?
12- What’s your favorite food? What’s your least favorite?
46~ Have you ever used furniture, or other types of things to aid you while having sex?
51~ What tends to bring a smile to your face?
93~ Now that this really long questionnaire is over, one last question, ok maybe 3…
38- If you won the Lottery and got 200 million dollars, what would you do with all that money?
9- How about not brushing their teeth or having bad breath? 10- How about if they cuss too much?
A comprehensive questionnaire, this should be a fun exercise to get to know each other. Try to give as much detail as possible when answering questions. You can go through this together and talk about each question or fill out the questionnaire as completely as you can and once you are done, go through each question together. If you have been together for a while, it is also fun to try to answer the questions for your partner. Remember this should be fun, so if you do not wish to answer a question you can “PASS” and not answer. Both should answer honestly and without judgement. (This is important, without judgement) I hope this helps you get closer and strengthens your relationship… You can learn a lot about the other person… and yourself…
52~ What are your hobbies?
22~ What is the best pickup line anyone has ever used on you? What was the worst?
27~ If you could freeze your body but not your mind at a certain age, what age would you be? Explain why.
Prisoner/Prison Guard Landlord/Tenant
11- List at least 5 things on your bucket list. Have you done any of them already?
Does the thought excite you? Care to share?
61~ How willing would you be to try new sexual positions?
17- Have you ever done drugs? Which ones? How often?
I would allow you to do it… What would you do to me?
62~ Have you used adult toys?
Master/Slave Boss/Maid
32~ What are your favorite foreplay activities? Kissing/Touching? Food? Toys? Role Play? Others?
9- If you could have three wishes, what would they be? Why?
What have you learned about yourself that you did not before this?
42~ Ever been spanked during sex? Did you like it? Would you like me to do it?
35~ Do you like playing music in the background or silence? Is there a sexy song that tends to get you in the mood?
What is your favorite toy? Ever wanted to try a specific toy?
24- What celebrities would you use your hall pass on? How about just dinner, or just hanging out with you?
How about if they talk dirty and/or call you names?
14~ When was the first time you said, “I Love You”? (romantically) Did you mean it? Who? Care to Share?
11- How about if they like a certain sports team? 12-How about drinking too much?
4~ How old were you when you lost your virginity? Is it a good memory? Who? Care to Share? (be detailed)
14 – Is it ok to talk to you while you are on the toilet? 15- Is it ok to eat while on the toilet?
76~ Have you had a threesome? Care to Share?
36- Do you play video games? What is your favorite? Do you a least favorite?
Physical Touch - Words of Affirmation - Quality Time - Acts of Service - Receiving Gifts
Would you ever want to be woken up with oral and/or intercourse?
Is it ok for a man to perform oral sex after he has ejaculated inside of you?
2~ How old were you when you got to 2nd base? (Tongue kissing, breast feeling, or outside the clothes genital contact) Who? Care to Share?
27- What was/ is nickname? Does it have a meaning behind it?
24~ What are your expectations in a relationship? (I know a very big question, take your time)
These go from easy to answer, to OMG, you really want to know that?! to some serious thought. Take your time and have fun with this. The past is the past… it got you two here together…
13- How about having a certain hair cut/style?
18- How often do you drink alcohol? What is your favorite drink?
15- What's your favorite saying? What word or phrase is your least favorite?
11~ Have you ever been caught by your parents or children or others while having sex?
50~ How many children do you have? What are their ages?
87~ Do you like it when I used my teeth (lightly)? How do you feel about hickeys?
25~ How do you feel about PDA? (Public Display of Affection)
12~ Have you ever had a one-nightstand? Was it good, fun, satisfying? Would you do it again?
14- What's your favorite dessert? Do you a least favorite?
65~ Describe the best orgasm you’ve ever had? Care to share?
75~ If your partner wants an orgasm/have sex when you don't desire to have sex, how do you plan to deal with their needs?
Take the short quiz here @ Discover Your Love Language® - The 5 Love Languages®
10~ How many dates are necessary before you to have sex with someone?
48~ Do you have any siblings? Are you close to your family?
5- What do I do outside the bedroom that turns you on? How about, what turns you off?
2- Are you afraid of anything? (Spiders, heights, snakes, etc.) What is your greatest fear?
16- Can we talk about your health history? Have you had any surgeries? Any broken bones?
16~ Do you believe in “soulmates”? Have you found yours? Who? Care to Share?
20~ Have you ever cheated? Care to Share? If you have, why do you believe that you did?
You know that I will be 100% truthful, so ask.
2- What do you remember about our first date? Rate it. Rate our first kiss. Rate our first time together.
25- Fight, Flight, or Freeze? What is your typical response? Does it change with different settings?
30- Do you prefer living in the countryside, in a town, or in a big city? Why?
3- What was the most surprising thing you’ve learned about me throughout our relationship?
10- Do I have a habit or quirk that you find cute or weird? How about an annoying habit of mine?
8- What's your favorite flavor of ice cream? Do you a least favorite?
3~ How old were you when you got to 3rd base? (Touching and stimulating the genitals. Oral sex)
*** Questions About Me ***
44~ Care to share something about yourself that no one else knows about you?
10- List 5 of your top pet peeves.
58~ Have you ever taken Nude or Hard-core photos and/or videos? Care to Share?
79~ How important is it to have a partner that will help and encourage you to fulfill your fantasies and desires?
That one or two things that made you go hmmmm, OMG or wow!
37~ What is the biggest age gap between you and one of your sexual partners? Who? Care to Share?
3- Should Pluto still be considered a planet? 4- How about smoking?
20- Do you have any tattoos? Are there any you want? Are there any you find sexy/attractive?
If YES, was it with 2 men or 2 women? Did you enjoy it?
41~ Are there moments in your past that you would want to change? Please share 3 of them.
Nurse/Patient Celebrity/Fan
33~ Share your thoughts on what you believe great sex/love making is to you? How long should it last?
13- What’s your favorite drink? What’s your least favorite?
74~ Have you ever had sex while others watched? Have you ever watched others have sex?
Any that are a turn off?
How do you feel about anal play? (Fingers, toys, butt plug) How do you feel about rimming? (licking)
63~ Is having an orgasm important every time you have sex? Have you ever faked an orgasm?
Do you shave/trim your pubic hair? For you guys do you shave your balls?
67~ Do you like it when your partner moans and/or is vocal during sex?
55~ Would you ever go to a nude beach/resort with your partner? Have you ever been? Care to Share?
Do you prefer your partner’s pubic hair trimmed, Landing Strip, full bush or completely bare?
31- If given a chance to be immortal, would you take it? Why?
(Dildo, vibrator, nipple clamp, cock ring, butt plug and tail, couples’ toys, pocket pussy/sleeves, Ben-wa balls, pumps, gags, strap-on, remote controlled, vibrating panties, ETC…)
28~ What are some things that turn on? What is your biggest turn on?
14- Do you have a “Deal Breaker”, anything that your partner has done or will do, a boundary that once crossed you are done with the relationships?
82~ Do you have any fantasies involving Role-Playing?
77~ What are your thoughts on swapping or swinging or group sex? Have you ever? Care to Share?
Would you do it again, and would you rather 2 females or 2 males?
40~ If you could go back in time, and relive your life, with the knowledge you have now, what age would you go back to and why?
49~ How many times have you been married? Why did they end?
42~ What’s your biggest regret in life?
How many times do you think you have “made love”?
Doctor/Nurse Stripper/Client
7- What’s your favorite book? Do you have a favorite genre? Do you a least favorite?
71~ Would you give your partner a hand or foot job? Would you receive one?
92~ Have you ever had or have an STD? How many? What was it?
49~ If you could, would you want to be the opposite sex for a day, week, or year?
34~ Do you like the lights on or off during sex?
Meaning if you ever say it no matter how long we have been together or where we are in the moment…
7- What if a person smells a certain way? 8- How about smoking?
*** Questions about Relationships/Past ***
5- Have you ever been hypnotized? Would you allow yourself to be?
(Strip poker, truth or dare, spin the bottle, Naked Twister, adult card games Etc.) Have you ever? Care to Share?
50~ Where would you like to be touched more? Do you have a place that you want to be touched, that no one has, or has only happened a couple times? How about less?
56~ Would you ever go to a strip club with your partner? Have you ever been? Care to Share?
9- What’s your favorite season and why? What’s your least favorite?
59~ Have/do you masturbate? How often? What do you use? (Toys, Phone sex, Erotica, Hard Core, shower/water, etc) Would you, while your partner watches?
Do you watch it? What is your favorite?
29- How superstitious are you?
69~ Are you willing to have sex while you or your partner is on their period? How about oral sex?
6- Is there anything that I do/say that irritates you? How about makes you smile and love to hear it?
* Which of the following turns you on the most? Do you have any not on this list? Care to share?
Over time has your thoughts on sex changed?
Can you have multiple orgasms? Are you able to have different kinds of orgasms?
8- What are your thoughts on politics?
Would you allow me to clean every part of your body with my soapy hands and fingers?
Nothing too Serious
7~ How many times in one day have you had sex? Who/When/Where? Care to Share?
51~ Are you willing to play adult games with your partner?
23~ What do you believe is required to have a successful and healthy relationship? (This is important, take your time, and really think about this)
If NO, would you ever have one? Would it be with 2 men or 2 women?
17~ What is the average length of your relationship(s)? What was the longest? Why did they end?
What is your view on sex? Meaning, When/Where/ How often/
Would /have you ever given your partner a lap dance and Striptease?
11- Is there something you would like me to do, in any area of our relationship that I have not done, or you want more of?
43~ Ever had your hair pulled during sex? Did you like it? Would you like me to do it?
54~ Would you ever go skinny dipping with your partner? Have you ever been? Care to Share?
6- What’s your favorite TV series? Do you have a favorite genre? Do you a least favorite?
29~ What are some things that turn you off? What is your biggest turn off?
21~ What was the best date you ever went on? What has been the worst?
46~ Where do you want to be in your life in a year? How about 5 years? How about 10 years?
1- What was your first impression of me? Has it changed?
6- Do you have dreams? Can you remember them? What do you usually dream about?
If you say it, I will stop, and we can talk about it when you are ready.
40~ What’s the weirdest place you’ve ever had sex?
5~ When you first started having sex, was it what you thought it would be?
23- What is your dream job? What was it as a child?
* Give a rating for each one (0-100)
Get this wrong and this could mean the end… :-) some funny, some not…
39~ Share your top three favorite/best memorable sexual experiences. Want to repeat them?
38~ Share your most embarrassing sexual memory?
35- Do you like playing board or cards game? What is your favorite? Do you a least favorite?
What would you say to prove to yourself that it was really you?
66~ What’s the shortest time it’s ever taken for you to have an orgasm? And the longest?
Would you read them together?
How many partners have you had oral sex with? Who? Care to Share?
6~ How many sexual partners have you had? Can you name them all? Can you remember when and where?
Repairman/Lonely Wife Virgin/Experienced
31~ What do you find most attractive sexually and non-sexually in a man/woman? (Body and Personality)
Piecing, tattoo, color hair, dress up a certain way, it could be anything… Shave me…
Do you have a favorite? Is it ok if your partner does?
11- What's your favorite restaurant? What’s your least favorite?
16- What’s your favorite vacation you have been on? What’s your least favorite? Where would you like to go?
80~ Share your top three fantasies/desires. (Be detailed) 😊
78~ Have you ever thought about making out or having sex with someone of the same sex? Care to Share?